N-bromobutanimide → 6,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

HRID 1606326ノート

反応式

HRID 1606326 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:8]2[O:13][CH:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:11][C:10](=[O:19])[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2].BrN1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]([C:21]([CH3:22])([CH3:24])[CH3:23])[C:8]2[O:13][C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10](=[O:19])[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 867332766,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

生成物 1

HCID 538439426,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 3.32 parts of 6,8-di-t-butyl-2,3-dihydro-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester and 1.84 parts of N-bromosuccinimide was refluxed in 150 parts of carbon tetrachloride for six hours. The solution was cooled and then washed with water. The carbon tetrachloride extract was dried and the solvent was removed by evaporation. The resulting brown residue was crystallised from light petroleum (b.p. 40°-60°C) to give 1.69 parts of 6,8-di-t-butyl-4-oxo-4H-1-benzopyran-2-carboxylic acid, ethyl ester, m.p. 130°-131.5°C. The ester was hydrolysed to the sodium salt using the process of Example 5.

後処理

  1. temperatureThe solution was cooled
  2. washwashed with water
  3. extractionThe carbon tetrachloride extract
  4. customwas dried
  5. customthe solvent was removed by evaporation
  6. customThe resulting brown residue was crystallised from light petroleum (b.p. 40°-60°C)

出典と根拠

ORDレコード
ord-9fdadde0acae4980a6283e7c9c72a9bb
出典データセット
uspto-grants-1976_04
特許番号
US03952104

反応ノート

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